Chapter 8: Secret Secretary
Chrissy was busy preparing dinner and since he was feeling as hot as the weather, had decided to wear just a lacy black basque with matching thong and stockings. The cheeky chef had merely added some red patent heels to match the pillar box red apron he had tied round his waist. Lynn bounded into the kitchen from the garage, dropping her handbag on the table and bending down to pull off her heels. She slid across the tiled floor in her stockinged feet, deliberately bumping into him, and grabbing him round the waist to give him a big hug.
“Woah! Lovely to see you, but I almost sliced off my finger.” Chrissy screamed.
“Ha ha, well as long as that’s all you almost sliced off.” Lynn joked, grabbing his partially encased cock and giving it a playful squeeze so that it responded by popping out from its barely-there cover. “Like your outfit by the way. With all that naked ass showing, don’t get burned, ha ha!”
“No chance of that!”
“Really!” said Lynn feigning surprise while deftly shimmying up her dog-tooth mini skirt and sliding her panties down just far enough that gravity could finish the job and leave them pooling on the floor. “Well you’d better be careful lover with that thing waving about amongst all these radiant hobs,” she purred, twisting him round by the shoulders and pushing him back and down so his elbows were resting on the work surface. With innate precision she she stood astride him and fed her hungry pussy with his engorged cock, fucking him slowly and deliberately while holding on to the work surface herself.
Lynn was clearly desperate and came really quickly. She was also not worried about Chrissy and pulled off once she had relieved herself. When she had got her breath back, she slipped on her panties.
“Well I think you really got burned there gorgeous,” she laughed. “Now look here, I’ve got a proposition for you that will really push your boundaries. How about you take Thursday and Friday off work next week?”
“Sure, I can do that. What’s the plan?”
“My boss, Alan, has a problem. His PA Valerie needs to go to a wedding at the weekend, but wants to take Thursday and Friday off to get an outfit and travel up to Edinburgh, but Alan has to get the accounts filed and told her that she can’t have the time off.”
“That’s a bit mean, but how does that affect me?”
“Well, I’ve told Alan that my friend Christine might be available on Thursday and Friday and could easily help get everything sorted out. He almost bit my hand off!”
“What? Are you seriously suggesting that I should be his PA for a couple of days just so this Valerie can have the time off? That’s a pretty wild idea and I’m not convinced.”
“I’m glad you agree its wild, but what I have in mind is really wild. Something that will convince you that you are really convincing. I want you to seduce him! I don’t think it should be hard after the way he was gushing about you the minute I suggested you could help! Seems he’s thought about you a lot since we bumped into him at the mall.”
“OK. I’ve got some reservations, but part of me would love to give it a whirl, and that part seems to be winning me over especially as I feel the need for a couple of new outfits, especially if I’m to be the secretary seductress.”
“Of course my lovely new workmate, let’s go to shopping tomorrow, and we can also get some of your own Kryolan make-up while we are there as you’re going to need your face to last all day. Oh, and there is one last thing, on no account is he to find out that you are not all woman, got it?”
“Err, OK, better get some Sloggi panties, a size too small then. I’ve read they do the job of tucking away the evidence really well and look hot too.”
“Yes, sounds good, and some more glossy tights, they will also help keep it all under control. By the way I forgot to say, you’ll be getting £700 for the two days too.”
Chrissy and Lynn went to bed early, but their libidos were so elevated by all the planning talk for next week, that Lynn, feeling in the mood for a bit of teasing, kept Chrissy at the edge until his balls ached and after his pleading for release she finally allowed him to explode in her throat.
The rest of the weekend was so much fun, especially as Lynn insisted that it was going to be a Chrissy only weekend without any let-up. She even ensured that he never let his ‘front of throat’ girly voice drop. The shopping was a real treat and he absolutely loved the secretary look, blouses, miniskirts and tights were just the best! He even loved the tight tucking. It somehow felt quite liberating watching his penis disappear, and he loved the look of his bulge profile.
First thing Monday everything was fixed. Chris had got the days off and Alan was expecting Christine on Thursday. Lynn kept up the pressure on Chrissy to perfect his feminine demeanour and on Wednesday night he had to be absolutely femme all evening ready for the next day.
Lynn was ready to pounce on him for any transgression, however minor, but he made the grade with distinction. As the final piece of getting him fully in the role, she made him put on a nightdress over his bra and Sloggis to do the washing and tumble drying and then iron everything ready for the big day. Chrissy knew it was still going to be a bit like method acting, but it was becoming very natural being his alter ego and he was quietly confident, especially as he knew Lynn would be looking out for him.
Chrissy got up at 6:00am and began getting ready. After a hot shower, during which he made sure his legs were super smooth, he had a second very, very close shave. He applied some face lotion, primer, concealer and then the new skin matched Kryolan foundation. He was allowing an hour and a half to get ready, excluding dressing, and he pretty much needed all of it. Lynn helped him out while she was getting dressed, and by 8:30am Chrissy, or Christine, was ready to set off for her first job, having only had a modest breakfast as the nerves had killed her appetite.
Chrissy looked in the mirror. He was dressed to kill in a cream long sleeved blouse, black A-line mini skirt, black patent three inch heels and a smart black jacket. He had a long pearl necklace, some stud earrings and silver watch and bracelet. He was most definitely a she. And a she, she would be.
During the drive, Lynn gave her some final pointers.
“So relax today, just get on with things this morning and show him what an organisational and analytical genius you are. Keep your distance and be a bit stand-offish because you want to get on with the work. I’ll come and get you at lunch time on the pretence that I want to catch-up on things. Alan will be fine with that! In the afternoon when an opportunity presents itself say you want to show him what you have done so far. Bring the files over to his desk, do it seductively somehow, then stand behind him, leaning over into his personal space so you can point to things and make sure he is enveloped in that black opium perfume your wearing. That should set things up for tomorrow. Remember we are at the cinema tonight! If you get concerned about anything, just give me a call.”
“OK, sounds good, let’s hope it all goes according to plan!”
All too soon Chrissy was getting out of the car and Lynn was guiding her to Alan’s office after collecting a temporary pass first from reception. Chrissy liked the way the lanyard and pass hung between her bust!
Alan’s office had two sections, his private office for meetings and a sort of reception room where Chrissy would be working. It was very nicely decorated with some Paul Klee prints and the office furniture was expensive and futuristic. There was even a Nespresso machine!
After settling Chrissy down and showing her where the wash rooms and fire exits were, he passed her over three large files and explained that they needed to reconcile the invoices to the accounts statement. He was very apologetic that all the effort could have been avoided with a bit more organisation, but Chrissy assured him that it was nothing unusual, he had customers to keep happy and new business to win, so it was hardly surprising that the admin tasks got left behind.
Everything played out well. Chrissy asked a couple of times if he wanted a coffee and brought it in to him with just the slightest flirtatious sway of the hips. She also made sure that when Alan came into reception she swung round in the swivel chair so Alan could get a good look at her legs, the 30 denier glossy tan tights naturally drawing the eye from the nude courts to the hem of her short black A-line mini skirt. Chrissy was amused by Alan’s obvious embarrassment as he had to quickly avert his eyes from the very sexy spectacle Chrissy was presenting.
True to her word Lynn arrived at 12:30 and after giving Chrissy a very platonic hug had a brief private word with Alan before grabbing Chrissy by the arm and whisking her off to visit the local pub on the river. Politely turning down a few offers to buy them lunch from some of the more forward members of the sales team they finally reached the car and headed off.
Chrissy explained how far she had got with the reconciliation and Lynn was impressed. She was slightly less impressed that Chrissy had already begun flirting, but didn’t think she had gone too far… yet, and reminded her of the importance to gain her credibility with Alan first and that Alan did not find out that she wasn’t actually a woman! Once they had finished the quiche and San Pellegrino they headed back to the office.
The afternoon started off well, although there was an unusually large number of male visitors to see Alan, all of who furtively eyed Chrissy up and down, while the more brazen then came over and introduced themselves. One, Dave, even asked if Chrissy might be free after work and gave her his card. Another, who did not divulge his name, somehow managed to brush his hand against Chrissy’s ass as he was shown the door. Alan got a bit irritated by all the constant interruptions and asked Chrissy to send people away, but seemed to have failed to grasp the actual reason that his office was so busy and so Chrissy put a note on the door instead explaining that they were not to be disturbed. He even locked the door to prevent those apparently unable to read from failing to get the message.
At three o’clock Chrissy asked Alan if he wanted a coffee, and also said that she would like to go through what she had done so far. Alan was more than happy and having made the coffee Chrissy brought it through and then went back out to get the files, ‘accidentally’ dropping a teaspoon on the way out so she could bend over to pick it up and hold the position just enough for Alan to get the most delightful view of his legs, all the way up to his scarlet panties.
Carrying the file folder a bit like a tray, Chrissy strode deliberately towards the desk and placed it in front of Alan before moving round behind him. She steadied herself with one hand on the back of his chair and used the other to turn the pages and explain what she had done. As she leant over Alan’s shoulder she was sure she could make out a quickening of his breath.
Alan may have been a little excited, but he remained completely professional and complemented Chrissy on what seemed to be excellent progress. It was at this point, that Chrissy played her master stroke.
“Oh, I can see a mistake I’ve made, Alan, can I have your pen a minute.”
Alan handed him his Mont Blanc and Chrissy carefully took it making sure that their fingers touched slightly longer than they needed to as it passed from Alan’s grip to hers. She then leant over further so she could reach down and make the correction in the margin, her hair brushing against Alan’s cheek and her perfume enveloping him. Having completed that, she moved back and admired the pen.
“What a lovely pen Alan, it’s such a lovely weight, and so big, but still fits in your hand perfectly.” She said, innocently, but suggestively.
“I know, it is very special, my Mum gave it to me when I got my first job.”
“Oh how lovely, here you’d better take it.” Chrissy said, holding Alan’s hand with one hand and placing the pen on his palm with the other, applying a slight squeeze as she did so.
Alan looked back at her and their eyes locked momentarily before an almost instant embarrassment averted their mutual gaze.
“Well this is excellent progress!” Alan said, moving swiftly back to business and placing his pen carefully on the desk. “I have to say I’m very impressed. Do you think it can all be completed tomorrow?”
“Oh yes, I’m sure, and I’m so pleased you are pleased, I was a little bit nervous as I didn’t want to disappoint you.”
“Well, I can assure you there is no danger of that.” Alan turned, and smiled with a caring but not especially revealing smile.”
“Well thank you Alan, I’ll let you get on, but it is nice to be reassured that I’m getting the job done as you require.”
“No Chrissy, let me thank you.” And with that he reached out and squeezed her hand.
Chrissy also smiled, but widened her eyes too, unconsciously fluttering her false lashes. She had sensed Alan’s deep and rushed breathing when he had leant over her to return the pen and, satisfied with her work, she rounded it off with an exaggerated walk out of the office, her secret smile reflecting on the fact that the day had been successful in so many ways.
She got back to the reconciliation and, looking ahead, she worked out she should easily have it all done by lunch time tomorrow which was excellent as that would allow some time for her to complete the seduction. At quarter to six she sent a text to Lynn to say she was ready to leave and when she arrived, she popped into Alan’s office to say she needed to get off to the Cinema. Alan got up while thanking Chrissy for all her hard work and was about to offer his hand when Chrissy moved closer and gave him a quick peck on each cheek, continental style.
“It’s been a pleasure. It’s an absolute delight to work for you Alan, you are possibly the loveliest boss I’ve ever had! Now don’t work too late yourself and I’ll see you in the morning.”
Grabbing her handbag, Lynn escorted Chrissy back to the car and they went off for a pizza and then the Cinema. Arriving home just before ten, Lynn gave Chrissy a big hug.
“You are amazing. Even I’m beginning to think you’re a girl! You must be absolutely exhausted though!”
“I definitely am ready for bed, and by that I mean sleep.” Chrissy smiled, “But I do really want to wear stockings tomorrow, what do you think?”
“OK, I agree, but here let me show you what we will do.”
Lynn took a pair of her 100 denier black tights and cut off the legs quite high up. She applied some glue thinly and turned the cut edges over three times to make a seam and bring them high into the crotch. She then fixed a large panty liner in the gusset. Her tights were medium size and the thick material with the panty liner pulled everything into place leaving a completely smooth front.
“Wow, that’s pretty amazing, you should patent that!” Chrissy said, rubbing the front of his crotch.
“Not bad, I agree. It’s my easy 123 DIY gaff.” Said Lynn. “Now make sure you’ve got a few panty liners with you tomorrow, and here, take these too, you’ll find them helpful.” She smiled, handing him a few tampons to put in his handbag.
“OK, bit puzzled,” Chrissy asked, furrowing his brow, “what am I’m meant to do with them?”
“Simples darling. The way you’re going with Alan he will be all over you tomorrow and you need a good excuse to avoid him uncovering your hidden asset when he can’t resist you any more. Now you are on your period so you can only take things so far!”
“Ha ha, you think of everything.”
“I like to think so, anyway get a shower and clean-up, then you can wear the gaff tonight in bed as a test, see how well they hold up with a bit of teasing, the great thing about the liner is we can just change that tomorrow!”
Lynn tried quite a few tricks on Chrissy once he was in bed in his gaff and night dress, but even making him bring her to orgasm with his tongue as he lay back and she face fucked him could not bring about the liberation of his cock, and Chrissy actually found it rather enjoyable in a strange way, it was like there was no distraction to prevent him concentrating solely on giving her the pleasure that he wanted to so desperately, and that was enough satisfaction in itself.
Having slept very soundly Chrissy was again up at 7:00am to get ready. Once the lashes, make-up and nails were on she began dressing. Today she was wearing a cream pencil skirt with a bold poppy flower pattern growing from the hem that was just above the knee, but she knew it would ride up a good 6 inches when she sat down. Underneath she had selected the black six strap suspender belt and some beautiful lace topped sheer stockings, also in black. She had fuller black satin panties to cover the home made gaff and a matching bra. A burgundy silk blouse, silver necklace, hoop earrings and the same watch and bracelet as yesterday. Burgundy four inch patent heels and the black jacket completed the look.
Lynn left her to find her own way to the office and as she walked carefully from reception she was amused by some of the looks she got, but her confidence was sky-high and she smiled back seductively.
Alan greeted her and uncharacteristically for him complemented Chrissy on how she looked, then apologised for being unprofessional.
“Don’t be silly, I don’t get to work in an office that often so I did make a bit of an effort and it’s lovely that you appreciated my efforts to look smart, as well as get the job done!”
Alan laughed nervously. This Christine was just too good at disarming all his defences!
The morning went well and soon it was lunch time and Chrissy had all but completed everything so was more than ready for what he hoped would be a very interesting afternoon.
Alan came out to ask Chrissy if he could treat her to lunch, and somewhat cheekily Chrissy replied that that would be lovely, but she just needed to finish off the last few items and maybe they could do a late lunch if that suited Alan. Alan was fine as he had blocked the afternoon out just in case Chrissy had needed some help, so it very much suited him too. They agreed on two o’clock.
At one thirty, Chrissy brought the file into Alan and announced it was all complete. Alan smiled and announced that they might as well leave a bit early.
“Alan, I just need to freshen up, but before I do, I need to check, is what I’m wearing OK, I won’t be over or under dressed.”
“Not at all, I’ve just booked a table at Casa Rosa. You are absolutely perfect, in fact fabulous, it will just be full of a load of stuffed shirts like me I’m afraid, I expect you will turn a few heads!”
“Don’t be silly, now I’ll be back in a tick.”
“OK, I’ll order the cab.”
Chrissy went off to the washroom and tidied up her face, adjusted herself down below and made sure her stockings were straight, finally brushing out her wig until it had a nice sheen. A bit of hair spray to keep the fringe in place, and a dab or three of Black Opium finished things off.
Casa Rosa, was amazing. Alan was clearly preening himself as he escorted Chrissy to their table, as the other business men were all eyes for the absolutely stunning woman that he was about to lunch with. He didn’t even ask Chrissy what she wanted to drink, a bottle of Prosecco on ice turned up almost as soon as they arrived along with some aperitif to snack on.
“Now don’t worry about drinking, the job’s done and we can relax… here’s to my reconciliation heroine!” Alan said as they clinked glasses.
Chrissy was very conscious of eating delicately even though she was ravenous and ordered some trout for main so it was easy to pick at. They got on fabulously, talking about their respective travels and a little bit of current affairs, with Chrissy avoiding too much history as Lynn had failed to give him a complete new identity. Chrissy was also very careful to make sure that Alan was keeping well ahead of him on the drinking.
By the time coffee arrived it was approaching four and Chrissy made another trip to the ladies room to reapply her lipstick and check her hair. A rather stunning woman, who was also reapplying her lipstick smiled at her. “Looks like you two are having fun, what’s the celebration?”
“Oh nothing too exciting, we just finished the accounts, so we felt we had earned it.”
“Ah, I see, well I hope you have something a bit more exciting planned now.”
“Oh indeed I do.”
“Does he know what to expect?”
“Sorry?”
“I mean about your extra little something? It’s only seeing you in here that I worked it out. It’s the way you’re standing honey, its just too slouchy.” She moved towards Chrissy, and before he could object squeezed his crotch through the front of his skirt.
“Mmm, well hidden, but a girl likes to be right,” she smiled.
Chrissy was shocked into silence, She couldn’t really work out what to say. Yes she had been ‘assaulted’, but then she was a guy in the ladies, and this woman was extremely sexy and did not appear threatening in any way.
“Look, from the colour of your rosy red cheeks I can see you’re embarrassed. Don’t be! You are gorgeous, so gorgeous that I want you to take this. If you want to sue me for sexual harassment, which I don’t think you do, then go ahead, but I would like you to call me, in fact I insist you call me, as I think I might have something that you would be interested in. You won’t regret it.”
With that she produced her business card from her handbag and handed it to Chrissy before looking her straight in the eye. She placed two of her slender fingers under Chrissy’s chin and effortlessly brought their lips together. Chrissy had no idea how long they kissed, but the magic was suddenly ended by the sound of the toilet door opening.
Still very red, Chrissy repaired her make up as rapidly as she could while the mysterious woman did the same, but much more efficiently. Breezing past her she paused, squeezing her hand and whispering “see you,” in her ear.
Chrissy felt hot. She was flustered, slightly dizzy and extremely aroused. Nothing like this ever happened when she was Chris, it was amazing.
He recovered enough and returned to Alan, who, gentleman that he was, made no comment about the length of time Chrissy had been gone. He took her arm and they went out to the waiting taxi.
While Alan held the door open, Chrissy was careless enough to give Alan a complete view of her stocking tops as she slid onto the back seat and, although she made an attempt to smooth her skirt down, she didn’t try too hard, so her legs were covered, but the tempting black lace still showed.
Alan got in and they set off. When the cab turned sharply out of the car park Chrissy ‘lost her balance’ and fell into Alan and groaned slightly.
“Are you OK?”
“Oh, yes, sorry I just feel a bit dizzy,” Chrissy sighed gently, do you mind if I just rest against you for a while.”
“Of course not, let me take a look at you though, are you sure you’re OK?” He said leaning over to look Chrissy in the eyes.
“I’m OK,” Chrissy smiled, moving her gaze from Alan’s eyes to his lips, then slowly back to his eyes. “I’m feeling a bit shaky, can you hold me?”
Alan reached round as best he could, placing his hand on Chrissy’s arm and nuzzling against the side of his face. Based on another tip from Lynn, Chrissy had sprayed the wig with some basic vanilla cologne from Body Shop in anticipation of the close contact, it was the best way to emulate that seductive baby skin smell that she loved about Lynn’s hair. Chrissy felt Alan relaxing, and then slowly turned her face until her lips rubbed gently across Alan’s, and feeling each other’s mutual excitement, they began to kiss.
Gently at first, just light caressing touches to set each other’s lips tingling. Then Alan reached behind Chrissy’s neck and pulled her forward as he began to take control, mouths open, tongues playing and probing, lips moist and smooth.
Alan was a great kisser. He played with Chrissy’s lips, changing position slowly and deliberately, never breaking the moment, maintaining his attack on Chrissy’s senses, one moment sucking slightly, the next pressing their lips together, then gently pulling them apart before penetrating Chrissy’s willing mouth with his tongue, while his slight stubble stung Chrissy ever so slightly and ever so erotically.
Chrissy placed Alan’s hand on her knee and pulled it along the inside of her leg, stopping short of her panties, but allowing Alan to sense her heat. Alan groaned while Chrissy, feeling completely aroused and very naughty, left Alan’s hand in place while hers reached out and rubbed the front of Alan’s trousers, gently stroking his throbbing penis with her hand.
Fortunately Alan was not completely oblivious to the situation and noticed that they were almost back at the office, pulling himself back.
“Christine, Christine, we need to stop, we’re almost back.”
“Oh, quick, pass me my handbag.” Chrissy reached in for her mirror, tissues and lipstick, making sure that Alan could see the tampons clearly. She tidied herself up and straightened herself in the seat as if nothing had happened.
Back in the car park, Alan leapt out to open the cab door for Chrissy, and escorted her to the office as if nothing unusual had happened, telling the receptionist on the way that they needed to finalise the accounts and were not to be disturbed.
Back in his office, Alan locked the main door this time and led Chrissy to his private office where things could not be overlooked from either the outside or from the door. The walk had sobered him both physically and mentally.
“Christine, I want to apologise, I…”
“…have done nothing wrong!” Chrissy completed his sentence. “We are both adults, now come here. It sounds like you’ve got something that I think you would be very happy to share with me.”
Chrissy moved closer to Alan and took both his hands in hers, gently pulling Alan towards her while she stared intently at Alan’s lips, which, succumbing to his unconscious, had opened and moistened, tempting Chrissy further. Their lips met with twice the intensity of before. Alan had forgotten how much he missed the delights of passionate kissing and explored Chrissy’s lips and mouth hungrily, seeking to prove himself a worthy man for this gorgeous creature he now had crushed against him in an embrace that he wanted to last forever.
Chrissy, whose hands were now free, placed one behind Alan’s neck to show just how much she was loving the way Alan was taking control and making her feel. She pulled Alan closer, gently forcing their lips to lock, their tongues frantic in their search for the satisfaction that their mutual lust demanded.
Chrissy felt so turned on, turned on like she had never felt before. Her cock was on fire, but it was so tightly constrained, she could do nothing other than to seek the almost unbearable relief that she needed from his mouth.
She took her other hand and slipped it across the front of Alan’s stomach, sliding down and pushing her way between his legs and had no trouble finding the rock hard outline of Alan’s desire trying to break free from his trousers. Chrissy cupped the shape in her palm, flexing her fingers rhythmically to elicit a response as she rubbed the thin material that concealed what she had to have, and have soon.
This sweet torment had the desired effect. Alan’s passion grew, his tongue almost reaching the back of Chrissy’s throat as his manhood became even harder, pulsating in time with his racing heart.
Deftly, but with a hint of desperation, Chrissy set about freeing her prize, a prize that she could sense from her hand and finger tips, was a big prize indeed. Alan, felt his trousers loosen as Chrissy undid the clasp and gently eased the zipper down, moving back slightly to help, but keeping hold of Chrissy’s head as she continued to lavish affection on him with her tongue.
Chrissy took her hands and hitched up her skirt so the hem was at crotch level, giving her the freedom to crouch down on her heels. Breaking the kiss, she placed her hands on Alan’s shoulders to steady herself as she began to slowly move down, maintaining locked eyes with Alan who appeared almost in a trance. Chrissy’s hands traced down the Egyptian cotton of Alan’s shirt, pausing over his slightly erect nipples which she rubbed gently as she nuzzled her face against the heat and muskiness of Alan’s clearly massive erection, now held out of reach only by a pair of tasteful blue shorts.
Chrissy’s hands grabbed the trousers and slid them down to Alan’s ankles, leaving them there so he could not move. While she was doing this she continued to toy with her prize, running her lips over the outline and gently using her teeth to torment it through the thin blue material.
Finally, bringing her hands up slowly on the inside of Alan’s legs until they could briefly have one last touch before the prisoner was freed, Chrissy hooked her thumbs over the elasticated waist and, as she eased the shorts down, was virtually slapped across the face by the escaping monster, hot, red, hard as steel, and at least eight inches long.
Alan moaned, his obvious relief making him tremble slightly.
Chrissy moaned too, in admiration at the most beautiful thing she felt she had ever seen. Before her was a phallus of a Greek god, It was as close to perfection as she could imagine. Straight and firm with a slight upward curve, the shaft was slender considering its length, but was ringed by a series of veins that made you want to touch and explore every detail. The bulbous head, thrusting out from the foreskin was preceded by a pronounced ridge glowing with a deep crimson. It was smooth and had a wonderfully inviting silky sheen that simply drew it towards Chrissy’s gaping mouth.
Already turned on like never before, all her senses had now left her as she began to worship the object before her with her lips and tongue.
She kissed the head, kissed it again, then ran her tongue lightly, but firmly over the sensual soft skin. Alan was moaning in ecstasy. A pearl of pre-cum appeared to reward Chrissy for her ministrations and in a smooth slow motion she took it on her tongue and ran it round her lips, savouring the sweet taste of love.
Continuing her worship, she held Alan’s legs while she moistened her tongue and pushed it against his hairy balls, drawing it slowly and smoothly back along the shaft, using her lips to explore the veins as she went. She repeated this a few times until she sensed the slight change in Alan’s pulse and breathing.
Cupping Alan’s balls in one hand, she lightly ringed the base of his cock with the other, squeezing slightly with both as she moistened her lips again, parted them, and brought the head into her mouth with a swift deliberate motion, making sure that she was sucking just enough for her top lip to tease the ridge while she used her tongue in swift circular motions to caress the base.
Setting up a rhythm she squeezed firmly with her hands in time with her head moving back and forth, taking her lips across Alan’s ridge, her tongue continuing its caressing motions on the most sensitive area underneath. She began to hum lightly too, providing delightful vibrations for Alan’s already overloaded nerve endings.
Alan looked down. The sight of Christine’s head rocking back and forth, her stocking tops, thighs and stilettos, the humming. It was like a fantasy come true.
Suddenly Chrissy felt her lips pushed slightly further apart by a swelling and stiffening of the source of her pleasure. Alan grunted and tried to pull back, but Chrissy was ready and grabbed his hips, holding him in place, swallowing the streams of cum as best she could, but some did still escape and dribble down her chin. When Alan had finished Chrissy used a finger to spoon the cum on her chin into her mouth while Alan watched and then proceeded to lick his still hard cock until it was clean, enjoying the occasional bead of cum that was still seeping out. Alan was a shaking wreck.
“Oh my God Christine, that was amazing, I mean, you, YOU are amazing, but you, for you, now I want to do something for you!”
Chrissy, still squatting, smiled up at him. “Well Alan, you have already done something for me. Have you any idea how special this is,” she said, holding and kissing Alan’s beautiful cock, which was still rock hard.
“Not really,” he said, modestly. “I suppose it is a bit bigger than most, not that I’ve seen many.”
“Oh you are priceless Alan. Let me tell you, and I don’t want you to get the wrong idea about me, but it is rather special. I expect the ones you have seen are all in porn clips and they are already the biggest and best, so where does that place this?” She said, kissing it again, then standing up and shuffling her skirt back down.
“I suppose so, it just doesn’t get much use.”
“Well that is horrific, especially as it seems to be insatiable. I might just have to tell Lynn what you are selfishly hiding from us girls.”
“Ha ha, not sure I’d want you to do that. Anyway I like Lynn’s husband, he’s a good guy.”
“Yes, he is good and Lynn loves him,! she replied, still stroking him, “but he doesn’t stack up like you do. You have that something extra every girl is looking for I can tell you!”
“How do you know? You haven’t slept with him have you?” Alan said, somewhat shocked by Chrissy’s statement.
“No, of course not, what sort of girl do you think I am. I couldn’t, honestly, I physically couldn’t do it. I’m just going on what Lynn tells me, you know us girls, always chatting!”
“Well I thought I did,” said Alan a bit shocked. Chrissy kissed him and could tell Alan wasn’t used to the taste of his own cum from the strange movements his mouth made. Pulling back, she began to rub Alan’s still hard member in her hands. “What are we going to do with this? You clearly have not had enough and I know what I would like but it’s the wrong time of month.”
“I saw the tampons,” Alan interjected defensively.
“Yes, right in the middle too unfortunately, but hey-ho, that’s why we ladies have two holes down there I guess.”
“Sorry, I, err, umm.” Alan was clearly not sure if Chrissy was joking or not, but to clear things up she led Alan by his cock towards the desk where she hitched up her skirt again, pulling her panties to the side revealing her anus, but carefully concealing her gaff and surreptitiously repositioning her semi-stiff cock to be properly hidden in her panties and out of the way. Reaching in her handbag, she took a condom from an inside pocket and found some hand lotion. She turned and crouched, slipping the condom on to Alan as far as it would go and then smeared on the lotion, loving the feeling of the hardening penis between her fingers.
Getting back up, she turned and bent over the desk to lubricate her hole, making sure Alan could watch.
“I’ve never…” Alan muttered.
“No, not many men have, but I bet you want to.” Chrissy smiled. “Move over here, honey. Your cock was made for this, absolutely perfect, let me assure you, now just relax and do what I say.”
Alan moved behind her and nervously placed his hands on Chrissy’s raised cheeks, covering the suspenders straps. Chrissy guided his cock into her crack, loving the feeling of its head as she rubbed it into place across her most sensitive area and sighing before pushing back to ease the monster in.
“Push darling, push gently,” Chrissy whispered. Alan was gentle, it was his first time and he was worried it would hurt Chrissy, but he obviously didn’t need to.
“Ooh yes, yes!” Encouraged Chrissy, as Alan entered her, “more, more!” Alan obliged, as Chrissy placed her hands on the desk to steady herself, while also allowing her the opportunity to push back as well, which she did.
“All good?” asked Alan, still a little unsure of himself, but equally unable to quite believe how unbelievably amazing it felt.
“Oh it’s good darling, it’s very good,” Chrissy answered between groans as Alan deepened his thrusts and, without knowing, began stimulating Chrissy’s prostate. “Yes, yes, yes… like that… O.M.G… like that…. take me Alan, take me!”
Alan was more than happy to take control. Chrissy had given him the green light and was clearly really enjoying it. He was too, the heat, the tightness, but also the view of Chrissy’s porcelain cheeks emerging from the rucked-up skirt, the stockings, those breasts swinging inside the delicate fabric of the blouse above his desk, He finally relaxed and began rhythmically pounding like an expert. Chrissy could feel the ridge on the head of Alan’s cock rubbing over his prostate on each thrust so that just as one wave of pleasure seemed to be fading, another one would kick in, stronger than the last.
Alan could hear Chrissy whimpering in between the slapping of his thighs on her beautiful ass. He felt his balls being both tickled, and tickling too, as they bounced off this angels cheeks. Concentrating hard, his poker face did not betray the fact that he was enjoying this more than any other sexual encounter in his life, he was truly ‘all in.’
He could feel his orgasm coming and quickened his pace, grasping Chrissy’s thighs so he could thrust harder and faster. He needed to cum, he needed to cum so badly in this beautiful woman’s ass. Chrissy was groaning uncontrollably, issuing little sighs, “Oh… oh… oh,” as the deep overpowering sensations in his groin had an intensity like nothing she had ever felt before. She was now unconsciously contracting the muscles in her ass to maximise the feeling, pushing back, squeezing and wiggling. Other than that, she was completely incapacitated by the pleasure flowing through her entire body.
Hearing and feeling Chrissy’s obvious enjoyment was all it took to take Alan over the edge and, as he came, Chrissy, also felt the extra heat, thrust and size of Alan’s pleasure, and came too, filling her panties and the fortunately placed panty liner with cum, but also sending a couple of folders flying off the desk.
Alan stayed in place, rocking gently, as they both recovered, savouring the afterglow before eventually slipping out, finally limp.
Chrissy lay prone on the desk for a while before realising with a start that she had to keep her secret intact and quickly rearranged things in her panties. She managed to do this while cleaning herself with some tissues which Alan thoughtfully provided. Once her skirt was pulled back down, a bit crumpled, but otherwise unmarked, and after she had touched up her makeup, she felt a sense of relief that her secret was safe and she was back to being normal. Normal, because after two solid days as Chrissy, that was exactly how she felt.
It was now a quarter to six, and Chrissy looked at her phone. There was a recent text from Lynn asking her when she would be finished for the day and that she would head over to the office for six. She told Alan who went into a mild panic and began straightening both himself and the office before unlocking the main office door. Chrissy texted back to tell Lynn that six would be fine and a few minutes later she breezed in to find Alan and Chrissy innocently packing up, but with the overpowering smell of sex giving the game away.
“Thank you so much Christine, it has been a real pleasure, and I so hope you will be able to find time to help out here again. She is a real treasure Lynn. One in a million!”
Lynn smiled at Alan. “She certainly is!”
Chrissy replied. “Alan, if all bosses were as thoughtful and caring as you then I might well still be working, so that’s a deal!” and kissed Alan on both cheeks.
Lynn repeated the parting gesture, wishing Alan a lovely weekend, and then grabbed Chrissy’s arm and almost dragged her out of the door, desperate to hear everything. As Chrissy went through the details, she really couldn’t believe how far she had gone, how well endowed Alan was, and what a great unselfish lover he had turned out to be!
“Who’d have thought,” she said with a bemused smile. “Not so much a dark horse as a dark stallion, and as for you, you are something else. I’m so proud of you, welcome to the sisterhood, welcome to the world of being a confident sexual woman. I think today you passed with honours!”
Chrissy felt a deep warm glow fill her body as Lynn said that.
Back at home, as Chrissy emptied her handbag, she found the business card in the pocket and finally read it.
Angel’s Nightclub
Belinda Belle (Owner)
She put it back in the pocket, as something else was demanding her attention.
Lynn was leaning over the kitchen table with her ass in the air, panties round her ankles and skirt over her back, so turned on by listening to Chrissy’s description of her day that she needed satisfaction now. Chrissy was hard in seconds ready to give her wife exactly what she needed. The pent-up excitement of the last two days made her erection almost painfully uncomfortable, but when she thrust herself inside Lynn’s beautiful pussy, those soothing juices sent her back into ecstasy as they fucked each other like rutting animals.
Chrissy loved her wife! She loved their new and exciting life together where they shared and enjoyed each others adventures.